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Chemical compound
Pharmaceutical compound
20α-Dihydrotrengestone Other names 20α-DHTG; 20α-Hydroxytrengestone; 6-Chloro-20(S )-hydroxy-9β,10α-pregna-1,4,6-trien-3-one Drug class Progestin ; Progestogen Elimination half-life 8–14 hours[ 1] Formula C 21 H 26 Cl O 2 Molar mass 345.89 g·mol−1 3D model (JSmol )
O([H])[C@@](C)[C@]([H])1CC[C@]([H])2[C@@]([H])3C=C(Cl)C4=CC(C=C[C@@]4(C)[C@]3([H])CC[C@@]21C)=O
InChI=1S/C21H26ClO2/c1-12(23)15-4-5-16-14-11-19(22)18-10-13(24)6-8-21(18,3)17(14)7-9-20(15,16)2/h6,8,10-11,14-17,23H,4-5,7,9H2,1-3H3/t14-,15+,16-,17+,20+,21-/m0/s1
Key:YOKUOTGYGGEOMR-OAYGGAORSA-N
20α-Dihydrotrengestone (20α-DHTG ), also known as 20α-hydroxytrengestone , as well as 6-chloro-20(S )-hydroxy-9β,10α-pregna-1,4,6-trien-3-one , is a progestin and the major active metabolite of trengestone .[ 1] [ 2] It appears that trengestone is a prodrug of 20α-DHTG, as it is largely transformed into this metabolite when given orally in humans.[ 2] [ 1] 20α-DHTG has potent progestogenic activity similarly to trengestone.[ 1]
^ a b c d Dixon R, Tormey P, Darragh A (March 1975). "Disposition of the retro-steroid progestogen, 6-chloro-9beta, 10alpha-pregna-1,4,6-triene-3,20-dione (Ro 4-8347), in man". Contraception . 11 (3): 339–46. doi :10.1016/0010-7824(75)90042-6 . PMID 1116370 .
^ a b Breuer H, Kime DE, Knuppen R (September 1973). "Metabolism of 6-chloro-9 beta, 10 alpha-pregna-1,4,6-triene-3,20-dione in rat, rabbit, monkey and man". Acta Endocrinol . 74 (1): 127–43. doi :10.1530/acta.0.0740127 . PMID 4202495 .
PR Tooltip Progesterone receptor
Agonists
Testosterone derivatives: Progestins: 6,6-Difluoronorethisterone
6,6-Difluoronorethisterone acetate
17α-Allyl-19-nortestosterone
Allylestrenol
Altrenogest
Chloroethynylnorgestrel
Cingestol
Danazol
Desogestrel
Dienogest
Ethinylandrostenediol
Ethisterone
Ethynerone
Etonogestrel
Etynodiol
Etynodiol diacetate
Gestodene
Gestrinone
Levonorgestrel
Levonorgestrel esters (e.g., levonorgestrel butanoate )
Lynestrenol
Lynestrenol phenylpropionate
Metynodiol
Metynodiol diacetate
Norelgestromin
Norethisterone (norethindrone)
Norethisterone esters (e.g., norethisterone acetate , norethisterone enanthate )
Noretynodrel
Norgesterone
Norgestimate
Norgestrel
Norgestrienone
Norvinisterone
Oxendolone
Quingestanol
Quingestanol acetate
Tibolone
Tigestol
Tosagestin ; Anabolic–androgenic steroids: 11β-Methyl-19-nortestosterone
11β-Methyl-19-nortestosterone dodecylcarbonate
19-Nor-5-androstenediol
19-Nor-5-androstenedione
19-Nordehydroepiandrosterone
Bolandiol
Bolandiol dipropionate
Bolandione
Dimethisterone
Dienedione
Dienolone
Dimethandrolone
Dimethandrolone buciclate
Dimethandrolone dodecylcarbonate
Dimethandrolone undecanoate
Dimethyldienolone
Dimethyltrienolone
Ethyldienolone
Ethylestrenol (ethylnandrol)
Methyldienolone
Metribolone (R-1881)
Methoxydienone (methoxygonadiene)
Mibolerone
Nandrolone
Nandrolone esters (e.g., nandrolone decanoate , nandrolone phenylpropionate )
Norethandrolone
Normethandrone (methylestrenolone, normethandrolone, normethisterone)
RU-2309
Tetrahydrogestrinone
Trenbolone (trienolone)
Trenbolone esters (e.g., trenbolone acetate , trenbolone enanthate )
Trendione
Trestolone
Trestolone acetate
Mixed (SPRMs Tooltip Selective progesterone receptor modulators ) Antagonists
mPR Tooltip Membrane progesterone receptor (PAQR Tooltip Progestin and adipoQ receptor )